Pyridine → HCID 2787558, compound

HRID 321958Notes

Reaction equation

HRID 321958 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.N1C=CC=CC=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[C:24](Cl)=[O:25]>ClCCl>[N+:10]([C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:9]=[CH:8][C:6]=1[NH:7][C:24](=[O:25])[C:23]1[CH:22]=[C:21]([O:20][CH3:19])[C:29]([O:30][CH3:31])=[C:28]([O:32][CH3:33])[CH:27]=1)([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 1049PyridineHCID 667934-Methoxy-2-nitroanilineHCID 78282Benzoyl chloride, 3,4,5-trimethoxy-

Product 1

HCID 2787558HCID 2787558, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 4-methoxy-2-nitroaniline (45 mmole, 6.8 g) in dichloromethane (120 ml) and pyridine (75 mmole, 6 ml) is added 3,4,5-trimethoxybenzoylchloride (50 mmole, 11.5 g) in dichloromethane (40 ml). The mixture is stirred at room temperature over night. The precipitate is filtered off and dried in vacuo to yield the title product as an orange solid (74%).

Workup

  1. filtrationThe precipitate is filtered off
  2. customdried in vacuo

Sources & evidence

ORD record
ord-88ea219840ba4504bb40bea207487844
Source dataset
uspto-grants-2001_04
Patent number
US06211177B1

Reaction notes

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